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Captain
All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,430 Reviews)

Page 1 of 441,045 listings

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$105-$125hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100hour
5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau
Sailing in Nassau · 12 guests

5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau

5.0
$680hour
Privat 30’ Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Privat 30’ Sailing Yacht in Mazatlan Bays & Islands

5.0
$147hour
New  Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico
Events in Marina Vallarta · 30 guests

New Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico

4.9
Superowner
Best of 2023
$350hour
Nice Sea Ray Sundancer 32ft in Cabo San Lucas
Events in Marina · 8 guests

Nice Sea Ray Sundancer 32ft in Cabo San Lucas

5.0
$180hour
Sailing Charters in Wilmington NC
Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0
$89person
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2023
$210-$325hour
All Inclusive Sunset Party Cruise in Cabo San Lucas!
Tours in Marina · 45 guests

All Inclusive Sunset Party Cruise in Cabo San Lucas!

5.0
$306hour
46 feet luxury yacht in Montego Bay with round trip transportation!
Powerboats in Montego Bay · 14 guests

46 feet luxury yacht in Montego Bay with round trip transportation!

5.0
Best of 2023
$699hour
New addition! Lagoon 450 Catamaran
Sailing in George Town · 35 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
50ft Catamaran Charter with Water Toys - Boca Raton, FL
Sailing in Boca Raton · 12 guests

50ft Catamaran Charter with Water Toys - Boca Raton, FL

5.0
$350hour
38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.
Sailing in Puerto Aventuras · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.

5.0
Superowner
Best of 2023
$420hour
Spacious, fast 80 foot sailboat with a hot tub
Events in Marina Vallarta · 40 guests

Spacious, fast 80 foot sailboat with a hot tub

5.0
$275hour
Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️
Events in Baltimore · 12 guests

Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

5.0
Superowner
Best of 2023
$389-$459hour
MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS
Sailing in Cartagena · 40 guests

MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

5.0
Superowner
Best of 2023
$1,100day
40' Luxury Catamaran in Cozumel
Sailing in San Miguel de Cozumel · 20 guests

40' Luxury Catamaran in Cozumel

5.0
Superowner
$275hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Treasure Island · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
$225-$350hour
 Stylishly restored classic 1970 Columbia 36 Yacht  Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
$255-$285hour
Tour in Las Terrenas on 45ft Fountaine Pajot Sailing Catamaran
Sailing in Las Terrenas · 15 guests

Tour in Las Terrenas on 45ft Fountaine Pajot Sailing Catamaran

New
Best of 2023
$275hour
Private 35' Catamaran Sailing to Isla Mujeres
Sailing in Cancún · 15 guests

Private 35' Catamaran Sailing to Isla Mujeres

5.0
Superowner
$190hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$115hour
⛵ Lagoon 40 Yacht Catamaran in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

⛵ Lagoon 40 Yacht Catamaran in Puerto Vallarta

5.0
Superowner
Best of 2023
$238-$300hour
Beatiful Sailboat Sloop 40 ft in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Beatiful Sailboat Sloop 40 ft in Puerto Vallarta

New
Superowner
Best of 2023
$135hour

Sailing Reviews in United States

  1. VS

    Vaibhav

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian was fantastic! Ian explained everything in detail and was very welcoming. I really enjoyed the experience and hospitality. I wanted to surprise my partner with the trip, and Ian was very accommodating in trying to keep it as last minute as possible. The boat was very well maintained and the ride was extremely smooth. Ian helped me create memories that'd last a lifetime and for that I'd highly recommend him.

  2. LV

    Luis

    5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau

    We had a blast!! Ignacio and Jaqueline were amazing. The description of the vessel is completely accurate, and it’s evident that they love what they’re hey do. We can’t wait to book with them again. Besides, they are the only Spanish speaking crew in Bahamas which is great when traveling with Spanish speaking kids.

  3. LC

    Louis

    50ft Catamaran Charter with Water Toys - Boca Raton, FL

    Deren & Crystal were exactly what we hoped for. They treated us so well and were so accommodating. They even had a happy birthday sign for me! My family and I had such a great time we added another hour onto our booking. I would highly recommend these two! It was a blast!

  4. DF

    Damien

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    Such a beautiful vessel and Matthew is such a kind and knowledgeable captain. He made sure to accommodate us, keep us warm and get us in the best possible positions to get the perfect shot for our engagement photos. I highly recommend booking with him!

  5. KC

    Karen

    5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau

    We had an incredible time with Ignacio and Jacqueline - they were such gracious hosts, and we couldn’t have asked for better guides for our day on the water. The boat was perfect in every way, and the food somehow almost better - really could not have had a better experience from beginning to end. Highly recommend!!

  6. JM

    Jessica

    46 feet luxury yacht in Montego Bay with round trip transportation!

    The staff was amazing and very tentative. Allen, Jeffery, Desmond and Captain Allen were nothing short of amazing. They kept the drinks flowing and the music going! They catered to our party of 11 every needs. The yacht is big and spacious. I highly recommend this company. They made sure we were comfortable and SAFE! They also decorated for our board provided food and cake!